糠偶姻的乙基化和几种含呋喃环的稠环化合物的合成研究
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  • 英文题名:Selective Ethylation of Furoin and Synthetic Study of Some Fused Ring Compounds with Furan Nucleus
  • 作者:李亚卓
  • 论文级别:博士
  • 学科专业名称:有机化学
  • 学位年度:2007
  • 导师:高大维
  • 学科代码:070303
  • 学位授予单位:吉林大学
  • 论文提交日期:2007-06-01
摘要
我国地大物博,幅员辽阔,是农业大国,具有丰富农副产品资源。况且,我校地处农业大省—吉林,它具有广泛的农业资源,即糠醛的生产原料,我们从发展吉林,振兴东北老工业基地,构建和谐社会的角度出发,对由农副产品所产生的废料如玉米秸等生产出来的糠醛进行了下游产品的开发
     目前我国已有200多家糠醛厂,生产能力已达15万t/y,生产的糠醛约有80%出口到日本,韩国,美国等地,针对这种情况,从经济效益角度出发,为了让我国生产的糠醛能给我们带来更多的附加价值,有必要对糠醛的下游产品进行开发,以满足国内外生产的需要,创造更多的价值来提高我国的经济效益,提高我国产品在市场中的竞争力,达到增强我国综合实力的目的。
     对糠醛的下游产品进行开发,无论是对于呋喃环类产品的理论研究,还是对以后的工业化生产都有极其重要的意义。众所周知,带有呋喃环的有机化合物在医药,农药,香料,防腐材料,涂料,合成橡胶,合成纤维等化工原料中都具有很好的用途,另外据报道,糠偶姻醚类化合物在生物研究方面有着广阔的发展前景,这都预示着糠偶姻产业有很好的市场前景。
     本论文的工作主要有以下两个方面:
     1.第二章中:我们主要研究了糠偶姻在乙基化反应中的表现。利用选择溶剂、控制反应浓度、选择催化剂等方法得到了糠偶姻乙基化反应的5种产物。以此推测了糠偶姻在不同条件的乙基化反应中的反应机理。并利用了1HNMR的手段加以验证。
     2.第三章节中:我们合成了5种含有呋喃环的共轭分子。他们均有较高的电子密度和较高的光热稳定性。可以在有机发光材料等方面进一步探索其应用。这含有呋喃环的共轭分子是2,3-双(2-呋喃基)喹喔啉、2,3,5,6-四(2-呋喃基)-吡嗪、2,3,4,5-四(2-呋喃基)-1-氢-吡咯、顺式-1,2,3三(2-呋喃基)-2-丙烯-1酮和(1Z,3Z)-2,3-双苯s基-1,4-双(2-呋喃基)-1,3 -丁二烯。
Furfural is a very important the raw chemical material.The raw material which can produce furfural is the waste material of agriculture by-product forestry such as corncob and maize straw. Our country have abundant agriculture resources, which supply furfural product with material bast, consequently, the exporting and output of furfural are seniority among many countries in the world.Seting up from economical results.It is necessary that furfural be deep processed.
     Furoin differently reaction with bromoethane, iodoethane, diethyl sulfate and ethylene bromide , corresponding to the ethylation products (1,2,3,4,5) of furoin were synthesized respectively. 1,2,3 of them are new furanoids with furfural nucleus.By characterization with elementary analysis, Mass spectrum and 1HNMR, the structural formula of target products were distinctively demonstrated.
     We have synthesized some new conjugated systems with furfural nucleus. They’re 2,3-di(furan-2-yl)quinoxaline, 2,3,5,6-tetra(furan-2-yl) pyrazine, 2,3,4,5-tetra(furan-2-yl)-1H-pyrrole, (E)-1,2,3-tri(furan-2-yl)prop-2-en-1-one and (1Z,3Z)-2,3-diphenyl-1,4 -di(2-furanyl)-1,3-butadiene.We’ll do more research in their structures, reactions and functions.
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